84459-46-1

Upstream product

• 23402-69-9 lithium diphenylcuprate 
• 59058-22-9 2-(Benzoyloxy)-2-methylcyclohexanone 
• 84459-47-2 2-(2',4'-cyclohexadien-1'-yl)-6-methylcyclohexanone 
• 10409-46-8 2-chloro-2-methylcyclohexanone 
• 591-51-5 phenyllithium 
• 19980-33-7 6-methyl-1-trimethylsiloxycyclohex-1-ene 
• 108-86-1 bromobenzene 
• 583-60-8 2-Methylcyclohexanone 
• 73193-05-2 2-chloro-6-methylcyclohexanone 
• 98-80-6 phenylboronic acid 
• 101-97-3 Ethyl 2-phenylethanoate 
• 55930-45-5 1,4-diiodopentene 
• 131221-79-9 5-Methyl-1-phenyl-7-oxa-bicyclo[4.1.0]heptane 

Relevant academic research and scientific papers

NMDA receptor antagonist and use thereof

The present invention relates to an NMDA receptor antagonist and use thereof. The NMDA receptor antagonist is a compound as shown in the formula I, and pharmaceutically acceptable salts, enantiomers, diastereoisomers, tautomers, solvates, isotope substitutes, polymorphic substances, prodrugs or metabolites thereof, and in the formula, ring A, ring B and R2 are as described in the specification. The invention also provides pharmaceutical compositions containing the compounds, and applications of the compounds in preparation of drugs for treating or preventing NMDA receptor mediated diseases.

Selective C-C Bond Cleavage of Cycloalkanones by NaNO2/HCl

A novel selective fragmentation of cycloalkanones by NaNO2/HCl has been established. The C-C bond cleavage reaction proceeds smoothly under mild conditions, selectively affording versatile keto acids or oxime acids. The methodology can streamline the synthesis of valuable chiral molecules and isocoumarins from readily available feedstocks.

Fluorotetraphenylbismuth: A new reagent for efficient regioselective α-phenylation of carbonyl compounds

Synthesis and X-ray crystallographic characterization of fluorotetraphenylbismuth (1) has been achieved for the first time, revealing that the bismuth center of 1 adopts a distorted trigonal bipyramidal geometry with three ipso carbons at the equatorial sites and one ipso carbon and fluorine atom at the apical sites. Contrary to the previous common understanding of this type of organobismuth(V) compound, 1 was found to be thermally stable, maintaining its amphiphilic property. Hence, 1 can be used as an off-the-shelf reagent in organic synthesis, and its utility has been clearly demonstrated in applications to the efficient α-phenylation of ketones and esters. For instance, simple mixing of 1 and 1-trimethylsiloxy-3,4-dihydronaphthalene in THF at -40 °C and stirring at room temperature for 10 min gave rise to 2-phenyl-1-tetralone almost quantitatively without formation of the polyphenylated products. In addition to the generality of this method, applicability of our approach to the selective α-alkenylation of carbonyl compounds was also demonstrated by the use of fluoro(2-phenylethenyl)tris(p-tolyl)bismuth (2) as a representative reagent. These results imply the vast potential of organobismuth(V) compounds of type 1 and 2 as useful precursors of a wide variety of pentavalent organobismuth compounds based on the utilization of the eminent fluorine-silicon interaction or the inherent basicity of the fluorine atom. Copyright

Intramolecular Nucleophilic Acyl Substitution Reactions of Halo-Substituted Esters and Lactones. New Applications of Organosamarium Reagents

Intramolecular nucleophilic acyl substitution reactions involving a broad range of halo substituted carboxylic acid derivatives have been accomplished in excellent yield employing samarium(II) iodide as the reductive coupling agent.Although particular substrates cyclized most effectively in THF in the presence of tripiperidinophosphine oxide, carboxylic acid esters, the focus of this report, cyclize equally well without such an additive in the presence of a catalytic quantity of iron(III) complexes.Thus a comprehensive series of halo substituted esters were cyclized in excellent yield to the corresponding 4-, 5-, and 6 -membered carbocycles.The reaction is extremely mild and selective as demonstrated by experiments wherein alkyl chlorides, acetals, and olefins remain completely intact under the reaction conditions.In addition to introducing a convenient procedure for preparing stereodefined spirocyclic systems, a new ring expansion sequence has been developed that appears extremely general for the preparation of various ring systems.

Direct and Regiocontrolled Synthesis of α-Phenyl Ketones from Silyl Enol Ethers and Diphenyliodonium Fluoride

The efficiacy of diphenyliodonium fluoride (1, DIF) for the phenylation of silyl enol ethers was investigated.When the silyl enol ethers of cyclopentanone, 2-methylcyclopentanone, cyclohexanone, 2-methylcyclohexanone, acetophenone, 2-pentanone, diisopropyl ketone, and pinacolone were mixed with DIF in tetrahydrofuran, either α-phenyl or α,α-diphenyl ketones were produced and isolated in yields ranging from 20 to 88percent.That the regiochemistry of α-phenylation can be controlled by an appropriate choice of silyl enol ether was demonstrated with the kinetic and thermodynamic silyl enol ethers of 2-methylcyclohexanone, the thermodynamic silyl enol ether of 2-methylcyclopentanone, and the kinetic silyl enol ether of 2-pentanone. 3,3-Dimethyl-2-(silyloxy)-1-butene gave a dehydro dimer of pinacolone with DIF in addition to α-phenylpinacolone, thus suggesting that phenylations of silyl enol ethers with DIF may proceed via radical intermediates.

Ion Exchange Resin-Mediated Hydrolytic Cleavage of Epoxides. Simple One-Pot Synthesis of 2-Arylketones from 1-Aryl-1,2-epoxides

Epoxides are cleaved in an aqueous solution with Dowex-50W.Alicyclic epoxides are converted to trans-1,2-diols whereas 1-aryl-1,2-epoxides furnish 2-arylketones in excellent yields.

ORGANOMETALLIC COMPOUNDS IN ORGANIC SYNTHESIS-PART 17; REACTIONS OF TRICARBONYLCYCLOHEXADIENYLIRON SALTS WITH O-SILYLATED ENOLATES, ALLYL SILANES AND ASPECTS OF THEIR SYNTHETIC EQUIVALENTS

Efficient C-C bond formation results during reactions of O-silylated enolates and allyltrialkylsilanes with a range of tricarbonylcyclohexadienyliron salts to give tricarbonylcyclohexadieneiron complexes in good to excellent yields.This represents a new a